N1- and N3-Arylations of Hydantoins Employing Diaryliodonium Salts via Copper(I) Catalysis at Room Temperature

被引：10

作者：

Abha Saikia, Raktim ^{[1
]}

Barman, Dhiraj ^{[1
,2
]}

Dutta, Anurag ^{[1
]}

Jyoti Thakur, Ashim ^{[1
]}

机构：

[1] Tezpur Univ, Dept Chem Sci, Napaam 784028, Assam, India

[2] Shiv Nadar Univ, Dept Chem, Greater Noida 201314, Uttar Pradesh, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 2021卷 / 03期

关键词：

Copper; Hypervalent iodine; Homogeneous catalysis; N-arylation; Synthetic methods; METAL-FREE ARYLATION; ONE-POT SYNTHESIS; FREE N-ARYLATION; TOLUENESULFONIC ACID; SECONDARY AMIDES; IODONIUM SALTS; DERIVATIVES; PALLADIUM; CHEMISTRY; ARENES;

D O I：

10.1002/ejoc.202001353

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Copper(I)-catalyzed N-arylation (both N-1- and N-3-) of hydantoins with diaryliodonium salts as aryl partners at room temperature is reported. The transformation allows diverse scopes on both hydantoins and diaryliodonium salts delivering functionalized N-3-arylated products under mild reaction conditions. The presence of hydrogens at C-5- and N-1- position of the hydantoin does not lead to other side products. Chiral hydantoins can also be synthesized via this methodology. Sterically complicated ortho-substituted diaryliodonium salts are tolerated and delivered challenging ortho-arylated products. In addition, this strategy can also be effectively extended to N-1-arylation of hydantoins.

引用

页码：400 / 410

页数：11

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